ISSN:
1434-193X
Keywords:
C-C coupling
;
Grignard reactions
;
Small-ring systems
;
Palladium catalysis
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
3-Alkylbicyclo[1.1.1]pent-1-yl Grignard reagents have been coupled with bromoarenes in the presence of catalytic amounts (0.8-2.0 mol.%) of PdCl2(dppf) in diethyl ether containing 1,4-dioxane as a co-solvent at room temperature. The yields of the coupling step range from 73% to 98%. By using di- or tribromoarenes, coupling products of types 10 and 11 have been obtained. The X-ray structures of four model compounds (4a, 4d, 4j, 4n) have been determined, each of which shows a short, nonbonded C1-C3 distance in the bicyclo[1.1.1]pentyl subunit of about 1.89 Å.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
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